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Middlesboro

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Middlesboro Flights as Low as $183

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

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Frontier Airlines

Cheap Flights to Middlesboro

Fall in love at first flight with your vacation to Middlesboro by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Middlesboro on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Middlesboro, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Middlesboro

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Middlesboro with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the TYS airport.

What is the cheapest month to fly to Middlesboro?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Middlesboro are in February, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Middlesboro?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 15 to choose from for your flight to Middlesboro.

What airport is best to fly into Middlesboro?

When you’re planning your trip to Middlesboro, convenience is the name of the game. Luckily, Middlesboro McGhee Tyson Airport is nearby so you can deplane and get going on checking off everything on your Middlesboro must-do list.

How much are flights to Middlesboro?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Middlesboro on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $183, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Middlesboro?

The trick to saving a stack of cash on your flight to Middlesboro? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $183 right now, why wait?

Middlesboro Flight Information
Destination airport
McGhee Tyson
Destination airport IATA code
TYS
Roundtrip price
$182

Last Minute Hotel Deals in Middlesboro

Holiday Inn Express Middlesboro by IHG

Holiday Inn Express Middlesboro by IHG

2.5 out of 5
1252 N 12th St Middlesboro KY
Book a stay at this business-friendly hotel in Middlesboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9.4/10 Exceptional! (700 reviews)
Clean room

Reviewed on Jan 14, 2026

Holiday Inn Express Middlesboro by IHG
Sleep Inn & Suites Middlesboro

Sleep Inn & Suites Middlesboro

2.5 out of 5
1260 N, 12th Street Middlesboro KY
Book a stay at this business-friendly hotel in Middlesboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9/10 Wonderful! (819 reviews)
Belinda at the desk is amazing She made our stay excellent , she made us feel like we were old friends . We will be staying here on each visit .

Reviewed on Jan 24, 2026

Sleep Inn & Suites Middlesboro
Boone Trail Inn

Boone Trail Inn

2 out of 5
2105 US HIGHWAY 25 E Middlesboro KY
Stay at this motel in Middlesboro. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions ...
7.2/10 Good! (107 reviews)
The owners and staff were quite nice. The owner brought me a blanket without me having to ask since the temp was going to drop into the 40s. Inside,the owners have done an excellent update of the rooms.Excellent value for the money.

Reviewed on Oct 21, 2025

Boone Trail Inn
Holiday Inn Express Williamsburg by IHG

Holiday Inn Express Williamsburg by IHG

2.5 out of 5
56 West Highway 92 Williamsburg KY
Stay at this hotel in Williamsburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
9/10 Wonderful! (1,000 reviews)
Breakfast was great.

Reviewed on Jan 9, 2026

Holiday Inn Express Williamsburg by IHG
Pine Mountain State Resort Park

Pine Mountain State Resort Park

3 out of 5
1050 State Park Road Pineville KY
Book a stay at this golf hotel in Pineville. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular ...
9/10 Wonderful! (680 reviews)
Cabin was clean and well furnished

Reviewed on Jan 21, 2026

Pine Mountain State Resort Park
Super 8 by Wyndham Williamsburg

Super 8 by Wyndham Williamsburg

2.5 out of 5
30 W Highway 92 Williamsburg KY
Stay at this hotel in Williamsburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...
5.6/10 (783 reviews)
Everything was clean, but it really need some updates to make it more appealing! There was no tissues, the bathroom really needed renovated. It just needed freshened up. But it was nice and clean and staff seemed real nice

Reviewed on Jan 8, 2026

Super 8 by Wyndham Williamsburg
Days Inn by Wyndham Jellico - Tennessee State Line

Days Inn by Wyndham Jellico - Tennessee State Line

2 out of 5
1417 5th Street Jellico TN
Book a stay at this spa hotel in Jellico. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7.2/10 Good! (1,001 reviews)
It was clean

Reviewed on Jan 18, 2026

Days Inn by Wyndham Jellico - Tennessee State Line
Quality Inn

Quality Inn

2.5 out of 5
2608 South Highway 421 Harlan KY
Book a stay at this business-friendly hotel in Harlan. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
8.4/10 Very Good! (344 reviews)
Excellent experience, friendly service, clean and quiet.

Reviewed on Jan 24, 2026

Quality Inn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.